Darlington Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Darlington vacation rentals

Exterior

Vacation Home in Darlington

Hamilton Goebel House 816 E Louisa St Darlington Wi
9.8 out of 10, Exceptional, (48 reviews)
"The host was GREAT to work with. Set up is nice for both small or large groups. Good location, not too far from Main St."
United States
Katie G.
$208 nightly
The price is $228
Jan 28 - Jan 29
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi
Terrace/patio

Vacation Home in Darlington

Lovely 3-bedroom house with WiFi in Darlington
2.0 out of 10, (1 review)
"This property was under construction still and the property manager was out of town and unreachable."
United States
Melissa S.
$206 nightly
The price is $217
Jan 28 - Jan 29
Total with taxes and fees
Lovely 3-bedroom house with WiFi in Darlington
2 bedrooms, WiFi, bed sheets

Apartment in New Glarus

Sugar River Suite - Your Sweet Escape in the Heart of it All!
10.0 out of 10, Exceptional, (20 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
$163 nightly
The price is $180
Jan 28 - Jan 29
Total with taxes and fees
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Interior

Apartment in Monroe

Lookout Loft over the Monroe Square
$175 nightly
The price is $192
Jan 28 - Jan 29
Total with taxes and fees
Lookout Loft over the Monroe Square
Interior

Cabin in Lena

Peace & Simplicity in a Little Red Cabin on the Farm
10.0 out of 10, Exceptional, (13 reviews)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
$160 nightly
The price is $170
Jan 31 - Feb 1
Total with taxes and fees
Peace & Simplicity in a Little Red Cabin on the Farm
Interior

Vacation Home in Monroe

MJ's Penthouse ,a piece of paradise on Monroe's historic square
10.0 out of 10, Exceptional, (102 reviews)
"Such a fun place to stay! We loved it!"
United States
Karen J.
$242 nightly
The price is $265
Jan 28 - Jan 29
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Smart TV, fireplace, books, stereo

Apartment in Downtown Mineral Point

Close to Local Opera House - On the main drag
9.8 out of 10, Exceptional, (42 reviews)
"Very good location. Apartment was clean, beds were more comfortable than I expected from foam mattresses. Would stay here again !"
United States
Wayne O.
$154 nightly
The price is $170
Feb 9 - Feb 10
Total with taxes and fees
Close to Local Opera House - On the main drag
Indoor pool, outdoor pool

Vacation Home in The Galena Territory

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful and peaceful location for our girls weekend in Galena."
United States
Alyssa S.
$226 nightly
The price is $239
Jan 28 - Jan 29
Total with taxes and fees
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Pool

Vacation Home in The Galena Territory

Scenic Getaway – Cozy Stay Near Golf & Trails
10.0 out of 10, Exceptional, (71 reviews)
"We had a great time! Property is very nice, clean and very quiet and in a good location "
United States
Marianne M.
$233 nightly
The price is $247
Jan 29 - Jan 30
Total with taxes and fees
Scenic Getaway – Cozy Stay Near Golf & Trails
Outdoor dining

Vacation Home in The Galena Territory

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
10.0 out of 10, Exceptional, (53 reviews)
"Golf View is a lovely townhouse, bright, very clean, fun/well appointed decor & easy to access. "
United States
Diane
$212 nightly
The price is $234
Feb 3 - Feb 4
Total with taxes and fees
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
Living area

Cottage in Shullsburg

The Minor House - A Cozy Stay in Shullsburg
$162 nightly
The price is $171
Jan 28 - Jan 29
Total with taxes and fees
The Minor House - A Cozy Stay in Shullsburg
Smart TV, fireplace

Vacation Home in Mineral Point

Serenity Cottage at Mineral Point
10.0 out of 10, Exceptional, (108 reviews)
"Outstanding property, great location, will stay again."
United States
James S.
$205 nightly
The price is $226
Jan 28 - Jan 29
Total with taxes and fees
Serenity Cottage at Mineral Point
Interior

Cottage in Mineral Point

A Comfy Cozy Cottage on Clowney
9.6 out of 10, Exceptional, (119 reviews)
"Comfortable, easy stay for a weekend. "
United States
Kelly
$225 nightly
The price is $248
Jan 28 - Jan 29
Total with taxes and fees
A Comfy Cozy Cottage on Clowney
Exterior

Cottage in The Galena Territory

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable & clean. We enjoyed our stay. "
United States
Iris O.
$272 nightly
The price is $301
Jan 28 - Jan 29
Total with taxes and fees
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
Smart TV, fireplace, DVD player

Vacation Home in The Galena Territory

Private 3BR/2BA Territory Home Nestled in the Trees
10.0 out of 10, Exceptional, (138 reviews)
"Very comfortable condo with all the necessities! Would stay here again!"
United States
Del R.
$254 nightly
The price is $269
Jan 29 - Jan 30
Total with taxes and fees
Private 3BR/2BA Territory Home Nestled in the Trees
Exterior

Vacation Home in The Galena Territory

Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails
10.0 out of 10, Exceptional, (49 reviews)
"My family and I had a great time in this property, it’s cozy, clean and well located."
United States
fernando
$257 nightly
The price is $284
Jan 28 - Jan 29
Total with taxes and fees
Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails
TV

Vacation Home in Mineral Point

Home away from home right off the trail between Mineral Point and Darlington
10.0 out of 10, Exceptional, (3 reviews)
"It was a very lovely house and host. Perfect for the trail, and could easily accommodate a large family."
United States
amber s.
$204 nightly
The price is $215
Feb 2 - Feb 3
Total with taxes and fees
Home away from home right off the trail between Mineral Point and Darlington
Exterior

Vacation Home in Elizabeth

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
10.0 out of 10, Exceptional, (4 reviews)
"We had 14 people stay for a business retreat. Each had their own bedroom and bathroom. We gathered in the great room for our meeting, experienced cooking together and a ‘family dinner’ around the big table. We hiked as our activity and enjoyed a bonfire too. We went into galena one evening for dinner - just a quick 20 minute drive. We enjoyed our short stay and would consider returning."
United States
Katie L.
$6,021 nightly
The price is $6,646
Feb 3 - Feb 4
Total with taxes and fees
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Indoor pool, a heated pool

Condo in The Galena Territory

Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
10.0 out of 10, Exceptional, (76 reviews)
"this vacation house was amazing. It was so comfortable. I love how close it was to everything. My family and I had a great time. Will definitely recommend."
United States
Julio M.
$218 nightly
The price is $240
Jan 28 - Jan 29
Total with taxes and fees
Winter Escape in Galena - Wood-Burning Fireplace, Pool Access, 2 King Beds, Ski
Smart TV, fireplace, table tennis, stereo

Vacation Home in The Galena Territory

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
10.0 out of 10, Exceptional, (59 reviews)
"Very clean and nice place for a quick weekend get away for my wife, pet and me. "
United States
Anonymous traveler
$248 nightly
The price is $263
Jan 28 - Jan 29
Total with taxes and fees
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Darlington Hotel Reviews

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

10/10 Excellent
"My husband and I had a wonderful weekend getaway at this cozy cabin. The property sits on a beautiful piece of land and we loved how peaceful it was. Being able to bring our dog along made the trip even better. Highly recommend! "
Taylor V. 2-night trip
Posted 2 days ago
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Find out more about Darlington

Everything you need to know about Darlington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Darlington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Darlington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Darlington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Darlington. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Darlington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $269 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Darlington rentals

At Expedia, we put the best Darlington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Darlington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Darlington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Darlington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Darlington?

Yes, we have vacation rentals near top local attractions in Darlington, or you can select a secluded option if you're looking for relaxation. Our travelers say Darlington has a good selection of restaurants. Make sure you have time to check out the architecture and coffeehouses during your trip.

What's the top vacation rental in Darlington?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: This vacation home rental outside of Darlington is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Darlington?

Expedia has 7 vacation rentals for your stay in Darlington.

What’s there to see and do in Darlington?

Explore the area and family-friendly sights such as Gile Cheese Store, or get out into nature at a spot like Yellowstone Lake State Park. Lamont Town Hall and Yellowstone State Wildlife Area are other places to visit while you're in town.

What’s a vacation rental in Darlington like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Darlington. Vacation rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.